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Structure of aerugine from Pseudomonas aeruginosa

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Abstract

A new optically active phenolic alkaloid with the composition C10H11NO2S, mp 85–88°C, [α]D +28° (c 1.0; chloroform) (I) has been isolated from the microorganismPseudomonas aeruginosa (strain 590) and has been called aerugine. The action of diazomethane gave an O-methyl derivative (II). On the basis of the formation of ortho-cresol by the hydrogenolytic desulfuration reaction, a study of the IR, mass, and PMR spectra and (I) and its acetyl derivative (III), and also the13C NMR spectrum of (I), the structure of 4-hydroxymethyl-2-(o-hydroxyphenyl)-2-thiazoline has been established for aerugine. The spectral characteristics of the compounds mentioned are given.

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Authors
  1. A. Zunnundzhanov
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  2. I. A. Bessonova
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  3. N. D. Abdullaev
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  4. D. K. Ogai
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Additional information

Institute of the Chemistry of Plant Substances of the Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 553–558, July–August, 1987.

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Zunnundzhanov, A., Bessonova, I.A., Abdullaev, N.D. et al. Structure of aerugine from Pseudomonas aeruginosa. Chem Nat Compd 23, 461–465 (1987). https://doi.org/10.1007/BF00597805

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  • DOI: https://doi.org/10.1007/BF00597805

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